HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4'-Fluoro-biphenyl-4-carboxylic acid [2-(isopropyl-methyl-amino)-benzothiazol-6-yl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(4-Fluorophenyl)benzoic acid | HCID 2782689 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | N2-Isopropyl-N2-methyl-benzothiazole-2,6-diamine | HCID 57771707 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4'-Fluoro-biphenyl-4-carboxylic acid [2-(isopropyl-methyl-amino)-benzothiazol-6-yl]-amide | HCID 57771794 | 52% |
Reaction Steps
Prepare according to Method A, using 4-(4-fluorophenyl)benzoic acid (253 mg, 1.17 mmol), HATU (451 mg, 1.19 mmol), N2-Isopropyl-N2-methyl-benzothiazole-2,6-diamine (200 mg, 0.904 mmol), DIEA (520 μL, 2.99 mmol), and a chromatography gradient of MeOH in CH2Cl2 (0-5%) to afford the title compound (196 mg, 52%). mass spectrum (m/e): 420.0 [M+H], 418.0 [M−H]. 1H NMR (400 MHz, DMSO-d6): δ 10.28 (s, 1H), 8.27 (d, 1H, J=2.2 Hz), 8.06 (d, 2H, J=8.4 Hz), 7.85-7.78 (m, 4H), 7.56 (dd, 1H, J=8.8, 2.2 Hz), 7.40 (d, 1H, J=8.2 Hz), 7.37-7.31 (m, 2H), 4.34 (m, 1H), 2.98 (s, 3H), 1.23 (d, 6H, J=6.6 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07838543B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-b6a92deb3238405d8bd20b771905453a |
| Source note | uspto-grants-2010_11 |